HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → (+/-)-1-(2-Chloropyrimidin-4-yl)-5-(7-ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | (+/-)-5-(7-Ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione | HCID 70113435 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (+/-)-1-(2-Chloropyrimidin-4-yl)-5-(7-ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione | HCID 88152174 | — |
Reaction Steps
A solution of the product from step (vii) (4.50 g), cesium carbonate (4.37 g) and 2,4-dichloropyrimidine (3.00 g) in dry N,N-dimethylformamide (30 ml) was stirred for 25 hours. The reaction mixture was partitioned between ethyl acetate and water and the organic layer dried (MgSO4). Evaporation of the solvent gave an oil which was purified by column chromatography eluting with 50-100% ethyl acetate in 40-60 petroleum ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06218376B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-f8f104ec01aa4b60b6fa1a39cb6b8dc1 |
| Source note | uspto-grants-2001_04 |